Nitric Acid → HCID 67094267, compound

HRID 1881168Notes

Reaction equation

HRID 1881168 reaction equation
[Cl:1][C:2]1[C:3]2[CH:10]=[C:9]([O:11][CH3:12])[C:8]([OH:13])=[CH:7][C:4]=2[S:5][CH:6]=1.[N+:14]([O-])([OH:16])=[O:15]>C(OCC)(=O)C.ClCCl>[Cl:1][C:2]1[C:3]2[CH:10]=[C:9]([O:11][CH3:12])[C:8]([OH:13])=[C:7]([N+:14]([O-:16])=[O:15])[C:4]=2[S:5][CH:6]=1

Participants

5

Reactant 2

HCID 944Nitric AcidHCID 67094441HCID 67094441, compound

Product 1

HCID 67094267HCID 67094267, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

3-Chloro-6-hydroxy-5-methoxy-benzo[b]thiophene (0.39 g) was dissolved in ethyl acetate (26 ml). To the solution was gradually added a solution of nitric acid in dichloromethane (2M, 0.9 ml) at room temperature. The solution was stirred at room temperature for 10 min and then it was poured into ice-cold water and extracted with ethyl acetate and evaporated to dryness. The product was purified by column chromatography using toluene-ethyl acetate-acetic acid 8:1:1 as the eluent.

Workup

  1. additionit was poured into ice-cold water
  2. extractionextracted with ethyl acetate
  3. customevaporated to dryness
  4. customThe product was purified by column chromatography

Sources & evidence

ORD record
ord-c3e08e4b968e4107b0ebfd98d3370e62
Source dataset
uspto-grants-2012_11
Patent number
US08318785B2

Reaction notes

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